HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → Methyl 4-(azidomethyl)-1-naphthoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 1-Naphthalenecarboxylic acid, 4-(bromomethyl)-, methyl ester | HCID 10333813 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-(azidomethyl)-1-naphthoate | HCID 20763045 | 77% |
Reaction Steps
To a solution of methyl 4-(bromomethyl)-1-naphthoate (30 g, 0.107 mol) in anhydrous DMSO (300 mL) was added NaN3 portion wise (14 g, 0.215 mol) at 0° C. and stirred at rt for 16 h. Then the reaction mixture was diluted with water (500 mL), extracted with EtOAc (2×250 mL), washed with water, brine and dried over MgSO4. The solvent was removed under vacuum to give methyl 4-(azidomethyl)-1-naphthoate (20 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592477B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1603d0d10eef4ff58108e96f77f08116 |
| Source note | uspto-grants-2009_09 |